反応 #170705

反応方程式

WSC.HCl

1-phenyl-5-(3-propylphenyl)-1H-pyrazol-3-ylamine

5-oxotetrahydrofuran-3-carboxylic acid

sodium hydrogen carbonate

HOBt

→

titled compound

収率 62.7%

5-Oxotetrahydrofuran-3-carboxylic acid[1-phenyl-5-(3-propylphenyl)-1H-pyrazol-3-yl]amide

収率 62.7%

溶媒

H2O

N,N-dimethylformamide tetrahydrofuran

反応条件

後処理

1. 1
   抽出the mixture was extracted with ethyl acetate
2. 2
   濃縮The separated organic layer was concentrated under reduced pressure
3. 3
   その他the resulting residue was purified by silica gel thin-layer chromatography (eluent: chloroform/methanol=10/1)

実験手順

To a solution of 1-phenyl-5-(3-propylphenyl)-1H-pyrazol-3-ylamine (109 mg) prepared according to the same procedures as Preparation 8 in N,N-dimethylformamide/tetrahydrofuran (1/1, 2 ml) were sequentially added 5-oxotetrahydrofuran-3-carboxylic acid (82 mg) prepared in Preparation 9, HOBt.H2O (96 mg) and WSC.HCl (121 mg), and the mixture was stirred at room temperature overnight. To this reaction solution was added a saturated aqueous solution of sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The separated organic layer was concentrated under reduced pressure, and the resulting residue was purified by silica gel thin-layer chromatography (eluent: chloroform/methanol=10/1) to give the titled compound (96 mg).

出典